2026-09-22T01:38:00Z https://www.ideals.illinois.edu/oai-pmh

oai:www.ideals.illinois.edu:2142/84256 2023-07-11 col_2142_5131 col_2142_14789 com_2142_5130 com_2142_14788 com_2142_8903

Mary S. Gin Deaton, Kimberly Rae 2015-09-25T22:13:40Z 2015-09-25T22:13:40Z 10000-01-01 2006 2006 The regioselectivity of the [2+2+2] cycloaddition of nickel-benzynes and 1,3-diynes could be maintained when asymmetrically substituted 1,3-diynes were employed. The ability to incorporate an asymmetric 1,3-diyne into the oligoacene backbone provided substituents that could be differentiated in subsequent reactions. Conversion of silyl alkynes to bromo alkynes allowed Bergman aromatization of the naphthalenes to occur. The substituted anthracenes formed could then be treated with bis(triphenylphosphine)dichloro-nickel(II) and sodium amalgam to produce a nickelaryne. Application of the [2+2+2] cycloaddition methodology to the longer nickel-aryne in the presence of a 1,3-diyne resulted in an iterative pathway for the synthesis of substituted pentacene. Preliminary efforts for the direct polymerization of poly[n]acene are herein described including the investigation of a possible [4+2] cycloaddition of zirconium-benzyne and 1,3-diynes. Made available in DSpace on 2015-09-25T22:13:40Z (GMT). No. of bitstreams: 2 license.txt: 4848 bytes, checksum: 96035ab3f5e1c23cc7138a224ce498bd (MD5) 3269876.pdf: 2767885 bytes, checksum: 54fcc0633734d974f49176333ade6fb0 (MD5) Previous issue date: 2006 Embargo set by: Seth Robbins for item 85537 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs U of I Only 128 p. Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2006. http://hdl.handle.net/2142/84256 (MiAaPQ)AAI3269876 eng Chemistry, Organic Development of Nickel and Zirconium Mediated Cycloadditions for the Synthesis of Substituted Pentacene text Chemistry Chemistry University of Illinois at Urbana-Champaign Dissertation Ph.D.